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1. 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylic Acid
2. 6720, Tei
3. Tei 6720
4. Tei-6720
5. Tei6720
6. Uloric
1. 144060-53-7
2. Adenuric
3. Uloric
4. 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylic Acid
5. Tei 6720
6. Feburic
7. Tei-6720
8. Tmx 67
9. Tmx-67
10. 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic Acid
11. Zurig
12. C16h16n2o3s
13. Febuxostat (uloric)
14. Nsc-758874
15. 2-(3-cyano-4-isobutoxy-phenyl)-4-methyl-5-thiazole-carboxylic Acid
16. Chembl1164729
17. 101v0r1n2e
18. 5-thiazolecarboxylic Acid, 2-(3-cyano-4-(2-methylpropoxy)phenyl)-4-methyl-
19. Febuxostat [usan]
20. Ncgc00182059-02
21. Dsstox_cid_28576
22. Dsstox_rid_82848
23. Dsstox_gsid_48650
24. 5-thiazolecarboxylic Acid, 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-
25. Smr002529566
26. Uloric (tn)
27. Cas-144060-53-7
28. 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic Acid
29. 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylic Acid
30. Donifoxate
31. Febuxostatum
32. Febuday
33. Goturic
34. Febric
35. Goutex
36. Febuxostat (jan/usan/inn)
37. Febuxostat [usan:inn:ban]
38. Unii-101v0r1n2e
39. Febuxostat- Bio-x
40. Feburic (tn)
41. Spiramycinadipate
42. 111ge013
43. Febuxostat [mi]
44. Febuxostat [inn]
45. Febuxostat [jan]
46. S1547
47. Febuxostat [vandf]
48. 2-(3-cyano-4-(2-methylpropoxy)phenyl)-4-methylthiazole-5-carboxylic Acid
49. Febuxostat [mart.]
50. Febuxostat [who-dd]
51. Febuxostat,uloric, Tmx-67
52. Mls004774136
53. Mls006011568
54. Febuxostat [ema Epar]
55. Schembl249339
56. Gtpl6817
57. Zinc5423
58. Thyl-thiazole-5-carboxylic Acid
59. Dtxsid8048650
60. Febuxostat [orange Book]
61. Febuxostat, >=98% (hplc)
62. Chebi:31596
63. Bcpp000233
64. Hms3264c20
65. Hms3655c03
66. Hms3673m21
67. Hms3743i09
68. Hms3868j03
69. Mx-67
70. Pharmakon1600-01504286
71. Act06289
72. Bcp02342
73. Wzb81950
74. Tox21_113004
75. Ac-425
76. Bbl036503
77. Bdbm50320491
78. Fd7322
79. Mfcd00871598
80. Nsc758874
81. Stl559020
82. Akos015841695
83. Tox21_113004_1
84. Bcp9000679
85. Bs-1018
86. Ccg-213303
87. Cs-0403
88. Db04854
89. Nsc 758874
90. Pb33929
91. 2-(3-cyano-4-isobutoxy-phenyl)-4-me
92. Ncgc00182059-03
93. Bc164443
94. Hy-14268
95. Am20090760
96. F0847
97. Ft-0601639
98. Sw219283-1
99. D01206
100. Ab01274796-01
101. Ab01274796_02
102. Ab01274796_03
103. 060f537
104. Q417296
105. Sr-01000940023
106. Q-100164
107. Sr-01000940023-2
108. Brd-k48367671-001-01-8
109. Z1550648761
110. 2-(3-cyano-4-isobutyloxy)-phenyl-4-methyl-5-thiazolecarboxylic Acid
111. 2-(3-cyano-4-isobutoxyphenyl)-4-methyl- 1,3-thiazole-5-carboxylic Acid
112. 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic Acid
| Molecular Weight | 316.4 g/mol |
|---|---|
| Molecular Formula | C16H16N2O3S |
| XLogP3 | 3.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 5 |
| Exact Mass | 316.08816355 g/mol |
| Monoisotopic Mass | 316.08816355 g/mol |
| Topological Polar Surface Area | 111 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 448 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
| 1 of 2 | |
|---|---|
| Drug Name | Uloric |
| PubMed Health | Febuxostat (By mouth) |
| Drug Classes | Antigout |
| Drug Label | ULORIC (febuxostat) is a xanthine oxidase inhibitor. The active ingredient in ULORIC is 2-[3-cyano-4-(2-methylpropoxy) phenyl]-4-methylthiazole-5-carboxylic acid, with a molecular weight of 316.38. The empirical formula is C16H16N2O3S.The chemical st... |
| Active Ingredient | Febuxostat |
| Dosage Form | Tablet |
| Route | Oral |
| Strength | 80mg; 40mg |
| Market Status | Prescription |
| Company | Takeda Pharms Usa |
| 2 of 2 | |
|---|---|
| Drug Name | Uloric |
| PubMed Health | Febuxostat (By mouth) |
| Drug Classes | Antigout |
| Drug Label | ULORIC (febuxostat) is a xanthine oxidase inhibitor. The active ingredient in ULORIC is 2-[3-cyano-4-(2-methylpropoxy) phenyl]-4-methylthiazole-5-carboxylic acid, with a molecular weight of 316.38. The empirical formula is C16H16N2O3S.The chemical st... |
| Active Ingredient | Febuxostat |
| Dosage Form | Tablet |
| Route | Oral |
| Strength | 80mg; 40mg |
| Market Status | Prescription |
| Company | Takeda Pharms Usa |
Febuxostat is indicated for the chronic management of hyperuricemia in adult patients with gout who have an inadequate response to a maximally titrated dose of [allopurinol], who are intolerant to allopurinol, or for whom treatment with allopurinol is not advisable. It is not recommended for the treatment of asymptomatic hyperuricemia or secondary hyperuricemia.
FDA Label
Febuxostat Mylan is indicated for the prevention and treatment of hyperuricaemia in adult patients undergoing chemotherapy for haematologic malignancies at intermediate to high risk of Tumor Lysis Syndrome (TLS).
Febuxostat Mylan is indicated for the treatment of chronic hyperuricaemia in conditions where urate deposition has already occurred (including a history, or presence of, tophus and/or gouty arthritis ).
Febuxostat Mylan is indicated in adults.
Febuxostat Krka is indicated for the treatment of chronic hyperuricaemia in conditions where urate deposition has already occurred (including a history, or presence of, tophus and/or gouty arthritis ).
Febuxostat Krka is indicated in adults.
80 mg strength:
- Treatment of chronic hyperuricaemia in conditions where urate deposition has already occurred (including a history, or presence of, tophus and/or gouty arthritis ).
- Adenuric is indicated in adults.
120 mg strength:
- Adenuric is indicated for the treatment of chronic hyperuricaemia in conditions where urate deposition has already occurred (including a history, or presence of, tophus and/or gouty arthritis ).
- Adenuric is indicated for the prevention and treatment of hyperuricaemia in adult patients undergoing chemotherapy for haematologic malignancies at intermediate to high risk of Tumor Lysis Syndrome (TLS).
- Adenuric is indicated in adults.
Prevention of hyperuricaemia
Febuxostat is a novel, selective xanthine oxidase/dehydrogenase inhibitor that works by decreasing serum uric acid in a dose-dependent manner. In healthy subjects, febuxostat decreased the mean serum uric acid and serum xanthine concentrations, as well as the total urinary uric acid excretion. Febuxostat at daily doses of 40-80 mg reduced the 24-hour mean serum uric acid concentrations by 40 to 55%. Closely related to the drug-induced reduction of serum uric acid levels and mobilization of urate crystals in tissue deposits, febuxostat is associated with gout flares. Unlike [allopurinol] and [oxypurinol], febuxostat has no inhibitory actions against other enzymes involved in purine and pyrimidine synthesis and metabolism, because it does not structurally resemble purines or pyrimidines.
Gout Suppressants
Agents that increase uric acid excretion by the kidney (URICOSURIC AGENTS), decrease uric acid production (antihyperuricemics), or alleviate the pain and inflammation of acute attacks of gout. (See all compounds classified as Gout Suppressants.)
M04AA03
M04AA03
M04AA03
M04AA03
S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355
M - Musculo-skeletal system
M04 - Antigout preparations
M04A - Antigout preparations
M04AA - Preparations inhibiting uric acid production
M04AA03 - Febuxostat
Absorption
After oral administration, about 85% of febuxostat is absorbed rapidly. Tmax ranges from 1 to 1.5 hours. Following once-daily oral administration, Cmax was approximately 1.6 0.6 mcg/mL at a dose of 40 mg febuxostat and 2.6 1.7 mcg/mL at a dose of 80 mg febuxostat. A high-fat meal decreased Cmax by 49% and AUC by 18%, but there were no clinically significant changes in the ability of febuxostat to decrease serum uric acid concentrations.
Route of Elimination
Febuxostat is eliminated via both hepatic and renal pathways. Following oral administration of 80 mg radiolabeled febuxostat, approximately 49% of the dose was recovered in the urine. In urine, about 3% of the recovered dose accounted for unchanged febuxostat, 30% accounted for the acyl glucuronide metabolite, 13% accounted for oxidative metabolites and their conjugates, and 3% accounted for unidentified metabolites. Approximately 45% of the total dose was recovered in the feces, where 12% of the dose accounted for the unchanged parent drug. About 1% accounted for the acyl glucuronide metabolite, 25% accounted for oxidative metabolites and their conjugates, and 7% accounted for unidentified metabolites.
Volume of Distribution
The apparent steady-state volume of distribution (Vss/F) of febuxostat ranges from 29 to 75 L, indicating a low to medium volume of distribution.
Clearance
Following oral administration of single doses of 10 to 240 mg, the mean apparent total clearance ranged from 10 to 12 L/h.
Febuxostat is metabolized in the liver by UDP-glucuronosyltransferase (UGT) and Cytochrome P450 (CYP) enzymes, with the relative contribution of each enzyme isoform in the metabolism of febuxostat not fully elucidated. UGT1A1, UGT1A3, UGT1A9, and UGT2B7 mediate conjugation of febuxostat, which approximately accounts for 2244% of the metabolism of the total dose administered, to produce the acyl-glucuronide metabolite. CYP1A2, CYP2C8, CYP2C9, and non-P450 enzymes are responsible for the oxidation reaction, which accounts for 2-8% of the metabolism of the dose. Oxidation reaction produces 67M-1, 67M-2, and 67M-4, which are pharmacologically active metabolites. 67M-1, 67M-2, and 67M-4 can further undergo glucuronidation and sulfation. Hydroxy metabolites are present in human plasma at much lower concentrations than the parent drug.
The apparent mean terminal elimination half-life of approximately 5 to 8 hours.
Gout is a form of acute arthritis that is characterized by the accumulation of crystals of monosodium urate and urate crystals in or around a joint, leading to inflammation and persistent urate crystal deposition in bones, joints, tissues, and other organs that may exacerbate over time. Hyperuricemia is closely related to gout, whereby it may exist for many years before the first clinical attack of gout; thus, aberrated serum uric acid levels and hyperuricemia are believed to be the biochemical aberration involved in the pathogenesis of gout. Xanthine oxidoreductase (XOR) can act as a xanthine oxidase or xanthine dehydrogenase. In humans, it is a critical enzyme for uric acid production as it catalyzes the oxidation reaction steps from hypoxanthine to xanthine and from xanthine to uric acid in the pathway of purine metabolism. Febuxostat potently inhibits XOR, blocking both its oxidase and dehydrogenase activities. With high affinity, febuxostat binds to XOR in a molecular channel leading to the molybdenum-pterin active site, where [allopurinol] demonstrates relatively weak competitive inhibition. XOR is mainly found in the dehydrogenase form under normal physiological conditions; however, in inflammatory conditions, XOR can be converted into the xanthine oxidase form, which catalyzes reactions that produce reactive oxygen species (ROS), such as peroxynitrite. ROS contribute to vascular inflammation and alterations in vascular function. As febuxostat can inhibit both forms of XOR, it can inhibit ROS formation, oxidative stress, and inflammation. In a rat model, febuxostat suppressed renal ischemia-reperfusion injury by attenuating oxidative stress.
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Jinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.
Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazol...
CAS Number : 161798-01-2
End Use API : Febuxostat
About The Company : Jinan Tantu Chemicals Co., Ltd. operates as a Contract Development and Manufacturing Organization (CDMO) that serves pharmaceutical companies worldwide. Our cor...
Jinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.
Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thi...
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End Use API : Febuxostat
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Jinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.
Ethyl 2-(3-Formyl-4-Isobutoxyphenyl)-4-Methylthiaz...
CAS Number : 161798-03-4
End Use API : Febuxostat
About The Company : Jinan Tantu Chemicals Co., Ltd. operates as a Contract Development and Manufacturing Organization (CDMO) that serves pharmaceutical companies worldwide. Our cor...
Jinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.
Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thi...
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End Use API : Febuxostat
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Shanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.
Ethyl 2-(3-formyl-4- hydroxyphenyl)-4- methylthiaz...
CAS Number : 161798-01-2
End Use API : Febuxostat
About The Company : Headquartered in Fengxian District, Shanghai Minbiotech Co., Ltd. is a company specializing in the R&D and production of advanced pharmaceutical intermediate...
Laxmi Organics is a prominent player with a record of building state-of-the-art assets to cater to the needs of a global customer base.
CAS Number : 609-15-4
End Use API : Febuxostat
About The Company : "The Company’s product portfolio includes a wide range of products such as Acetyl Intermediates, Speciality Intermediates, and Fluorine Intermediates. These p... Since its inception, the company has maintained a constant focus on quality, innovation, sustainability, customer centricity which has enabled it to become a reliable partner for its customers." class="partyInfoTitle fa fa-info-circle" aria-hidden="true">
Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazol...
CAS Number : CAS-161798-01-2
End Use API : Febuxostat
About The Company : Beijing Mesochem Technology Co. Ltd., which is located in the national economic and technological development area of Yizhuang, China, manufactures pharmaceutic...
Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thi...
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End Use API : Febuxostat
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Ethyl 2-(3-Formyl-4-Hydroxyphenyl)-4-Methyl thiazo...
CAS Number : 161798-01-2
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About The Company : Dalian Richon Chem. Co., Ltd is a high-tech enterprise professionally involved in research and development, manufacturing process and sales service of pharmaceu...
Ethyl 2-(3-cyano-4-isobutoxyphenyl)- 4-methyl-5-th...
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About The Company : Dalian Richon Chem. Co., Ltd is a high-tech enterprise professionally involved in research and development, manufacturing process and sales service of pharmaceu...
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